WO2008035734A1 - Fibre antibactérienne, procédé de fabrication de la fibre, produit fibreux antibactérien comprenant la fibre antibactérienne, procédé de fabrication du produit, et procédé de reproduction du produit - Google Patents
Fibre antibactérienne, procédé de fabrication de la fibre, produit fibreux antibactérien comprenant la fibre antibactérienne, procédé de fabrication du produit, et procédé de reproduction du produit Download PDFInfo
- Publication number
- WO2008035734A1 WO2008035734A1 PCT/JP2007/068261 JP2007068261W WO2008035734A1 WO 2008035734 A1 WO2008035734 A1 WO 2008035734A1 JP 2007068261 W JP2007068261 W JP 2007068261W WO 2008035734 A1 WO2008035734 A1 WO 2008035734A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- antibacterial
- fiber
- salt
- functional group
- quaternary ammonium
- Prior art date
Links
- 239000000835 fiber Substances 0.000 title claims abstract description 263
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 257
- 238000000034 method Methods 0.000 title claims abstract description 38
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 20
- 125000000524 functional group Chemical group 0.000 claims abstract description 71
- 229910052751 metal Inorganic materials 0.000 claims abstract description 66
- 239000002184 metal Substances 0.000 claims abstract description 66
- 125000000129 anionic group Chemical group 0.000 claims abstract description 62
- 150000003839 salts Chemical class 0.000 claims abstract description 51
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 47
- 229920003043 Cellulose fiber Polymers 0.000 claims abstract description 39
- NEUSVAOJNUQRTM-UHFFFAOYSA-N cetylpyridinium Chemical group CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 NEUSVAOJNUQRTM-UHFFFAOYSA-N 0.000 claims abstract description 32
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical group [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 22
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 50
- 239000007788 liquid Substances 0.000 claims description 24
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 13
- 230000001172 regenerating effect Effects 0.000 claims description 13
- 150000003751 zinc Chemical class 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 6
- 150000001879 copper Chemical class 0.000 claims description 6
- 238000010306 acid treatment Methods 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 5
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- CYDRXTMLKJDRQH-UHFFFAOYSA-N benzododecinium Chemical class CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 CYDRXTMLKJDRQH-UHFFFAOYSA-N 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- 150000001768 cations Chemical group 0.000 claims 2
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 230000002035 prolonged effect Effects 0.000 abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- 238000012360 testing method Methods 0.000 description 24
- 239000003242 anti bacterial agent Substances 0.000 description 17
- 239000004744 fabric Substances 0.000 description 17
- 238000005406 washing Methods 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 229910052725 zinc Inorganic materials 0.000 description 16
- 239000011701 zinc Substances 0.000 description 16
- 238000010521 absorption reaction Methods 0.000 description 15
- 239000007864 aqueous solution Substances 0.000 description 14
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 14
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 14
- 125000005501 benzalkonium group Chemical class 0.000 description 12
- 239000004753 textile Substances 0.000 description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- 229920000297 Rayon Polymers 0.000 description 10
- 239000004745 nonwoven fabric Substances 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 241000894006 Bacteria Species 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000002964 rayon Substances 0.000 description 8
- 230000001954 sterilising effect Effects 0.000 description 8
- 238000004659 sterilization and disinfection Methods 0.000 description 8
- QKSIFUGZHOUETI-UHFFFAOYSA-N copper;azane Chemical compound N.N.N.N.[Cu+2] QKSIFUGZHOUETI-UHFFFAOYSA-N 0.000 description 7
- 239000000428 dust Substances 0.000 description 7
- -1 for example Chemical compound 0.000 description 7
- 238000005259 measurement Methods 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- 239000004952 Polyamide Substances 0.000 description 6
- 229960000686 benzalkonium chloride Drugs 0.000 description 6
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 6
- 229960004830 cetylpyridinium Drugs 0.000 description 6
- 229920002647 polyamide Polymers 0.000 description 6
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 5
- 239000003463 adsorbent Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
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- 229910052709 silver Inorganic materials 0.000 description 5
- 239000004332 silver Substances 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 229960001716 benzalkonium Drugs 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
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- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 4
- 229910000368 zinc sulfate Inorganic materials 0.000 description 4
- 229960001763 zinc sulfate Drugs 0.000 description 4
- RZLVQBNCHSJZPX-UHFFFAOYSA-L zinc sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Zn+2].[O-]S([O-])(=O)=O RZLVQBNCHSJZPX-UHFFFAOYSA-L 0.000 description 4
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- 229910001961 silver nitrate Inorganic materials 0.000 description 3
- 230000036556 skin irritation Effects 0.000 description 3
- 231100000475 skin irritation Toxicity 0.000 description 3
- 229920002994 synthetic fiber Polymers 0.000 description 3
- 239000012209 synthetic fiber Substances 0.000 description 3
- 229920000049 Carbon (fiber) Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 description 2
- 239000005750 Copper hydroxide Substances 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 229920000433 Lyocell Polymers 0.000 description 2
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 2
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- 241000191967 Staphylococcus aureus Species 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 210000001124 body fluid Anatomy 0.000 description 2
- 239000010839 body fluid Substances 0.000 description 2
- 244000309464 bull Species 0.000 description 2
- 238000011088 calibration curve Methods 0.000 description 2
- 239000004917 carbon fiber Substances 0.000 description 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 229910001956 copper hydroxide Inorganic materials 0.000 description 2
- 229910000365 copper sulfate Inorganic materials 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- 239000002781 deodorant agent Substances 0.000 description 2
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- CPRMKOQKXYSDML-UHFFFAOYSA-M rubidium hydroxide Chemical compound [OH-].[Rb+] CPRMKOQKXYSDML-UHFFFAOYSA-M 0.000 description 2
- 125000004436 sodium atom Chemical group 0.000 description 2
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- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical class C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
- 208000035473 Communicable disease Diseases 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 241000283073 Equus caballus Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229920001407 Modal (textile) Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
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- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- 206010040830 Skin discomfort Diseases 0.000 description 1
- 229920002978 Vinylon Polymers 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
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- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 206010064097 avian influenza Diseases 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- WNBGYVXHFTYOBY-UHFFFAOYSA-N benzyl-dimethyl-tetradecylazanium Chemical class CCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 WNBGYVXHFTYOBY-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QRZGKKJRSA-N beta-cellobiose Chemical group OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QRZGKKJRSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical group OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- QDYLMAYUEZBUFO-UHFFFAOYSA-N cetalkonium chloride Chemical class CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 QDYLMAYUEZBUFO-UHFFFAOYSA-N 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
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- 150000004696 coordination complex Chemical class 0.000 description 1
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- 238000007334 copolymerization reaction Methods 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- JZCCFEFSEZPSOG-UHFFFAOYSA-L copper(II) sulfate pentahydrate Chemical compound O.O.O.O.O.[Cu+2].[O-]S([O-])(=O)=O JZCCFEFSEZPSOG-UHFFFAOYSA-L 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000001877 deodorizing effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- SIYLLGKDQZGJHK-UHFFFAOYSA-N dimethyl-(phenylmethyl)-[2-[2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy]ethyl]ammonium Chemical class C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 SIYLLGKDQZGJHK-UHFFFAOYSA-N 0.000 description 1
- OPGYRRGJRBEUFK-UHFFFAOYSA-L disodium;diacetate Chemical compound [Na+].[Na+].CC([O-])=O.CC([O-])=O OPGYRRGJRBEUFK-UHFFFAOYSA-L 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 1
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- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- CQLFBEKRDQMJLZ-UHFFFAOYSA-M silver acetate Chemical compound [Ag+].CC([O-])=O CQLFBEKRDQMJLZ-UHFFFAOYSA-M 0.000 description 1
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- 229940100890 silver compound Drugs 0.000 description 1
- 150000003379 silver compounds Chemical class 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- YPNVIBVEFVRZPJ-UHFFFAOYSA-L silver sulfate Chemical compound [Ag+].[Ag+].[O-]S([O-])(=O)=O YPNVIBVEFVRZPJ-UHFFFAOYSA-L 0.000 description 1
- 229910000367 silver sulfate Inorganic materials 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
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- 201000010740 swine influenza Diseases 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
- D06M15/267—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof of unsaturated carboxylic esters having amino or quaternary ammonium groups
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/46—Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/07—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof
- D06M11/11—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof with halogen acids or salts thereof
- D06M11/13—Ammonium halides or halides of elements of Groups 1 or 11 of the Periodic Table
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- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/07—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof
- D06M11/11—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with halogens; with halogen acids or salts thereof; with oxides or oxyacids of halogens or salts thereof with halogen acids or salts thereof
- D06M11/155—Halides of elements of Groups 2 or 12 of the Periodic Table
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- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/51—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with sulfur, selenium, tellurium, polonium or compounds thereof
- D06M11/55—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with sulfur, selenium, tellurium, polonium or compounds thereof with sulfur trioxide; with sulfuric acid or thiosulfuric acid or their salts
- D06M11/56—Sulfates or thiosulfates other than of elements of Groups 3 or 13 of the Periodic Table
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- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/58—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with nitrogen or compounds thereof, e.g. with nitrides
- D06M11/64—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with nitrogen or compounds thereof, e.g. with nitrides with nitrogen oxides; with oxyacids of nitrogen or their salts
- D06M11/65—Salts of oxyacids of nitrogen
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- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/83—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with metals; with metal-generating compounds, e.g. metal carbonyls; Reduction of metal compounds on textiles
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- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
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- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
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- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
- D06M13/477—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having six-membered heterocyclic rings
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- D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
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- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/10—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing inorganic materials
- A61L2300/102—Metals or metal compounds, e.g. salts such as bicarbonates, carbonates, oxides, zeolites, silicates
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- A61L2300/204—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials with nitrogen-containing functional groups, e.g. aminoxides, nitriles, guanidines
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- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
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- D10B2401/13—Physical properties anti-allergenic or anti-bacterial
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- D10B2509/02—Bandages, dressings or absorbent pads
Definitions
- the present invention relates to an antibacterial fiber having excellent antibacterial properties, a method for producing the same, an antibacterial fiber product containing the antibacterial fiber, and a method for producing the same. More specifically, a fiber having an anionic functional group, having a specific structure that exhibits an antibacterial function, having excellent antibacterial properties, a method for producing the same, and an antibacterial fiber comprising the antibacterial fiber.
- the present invention relates to a product and a manufacturing method thereof.
- the present invention also relates to a method for regenerating an antibacterial fiber product and an antibacterial fiber product regenerated by the method.
- Patent Document 1 contains carboxymethyl cellulose quaternary ammonium salt or carboxymethyl cellulose chlorhexidine salt in wood pulp, non-wood pulp, rayon fiber, synthetic fiber, carbon fiber, etc. by blending or the like. A sheet is disclosed. This is described as having an effect of maintaining the antibacterial effect rather than simply impregnating the sheet with an antibacterial agent.
- Patent Document 2 discloses an antibacterial polymer composition containing a polymer having a functional monomer unit and an antibacterial agent bonded to the functional monomer unit. A combination of a quaternary ammonium salt and a cationic dye is described.
- Patent Document 3 discloses that fibers obtained by kneading a silver compound as an antibacterial agent in a fiber material rich in adsorptivity such as acrylic fiber and then spinning the fiber in a quaternary ammonium salt solution. Included in An antibacterial deodorizing fiber obtained by soaking is disclosed.
- this antibacterial and deodorant fiber has a problem that the effect of the antibacterial agent in the fiber is insufficient to maintain the antibacterial and deodorant durability.
- Patent Document 1 Japanese Patent Laid-Open No. 5-43409
- Patent Document 2 Special Table 2004 — 509220 Publication (International Publication No. 2002/022923 Pamphlet)
- Patent Document 3 Japanese Patent Laid-Open No. 5-195438
- an object of the present invention is to provide an antibacterial fiber having an excellent antibacterial effect and having an excellent antibacterial effect and a method for producing the same.
- Another object of the present invention is to provide an antibacterial fiber product comprising this antibacterial fiber, having an excellent antibacterial effect, and having excellent durability of the antibacterial effect, and a method for producing the same. is there.
- Still another object of the present invention is a method for regenerating an antibacterial fiber product for obtaining an antibacterial fiber product having an excellent antibacterial effect and having an excellent antibacterial effect, and a reproduction method thereof. Is to provide antibacterial textile products.
- the fiber having an anionic functional group at least a part of the anionic functional group forms a quaternary ammonium salt, and at least In the antibacterial fiber of the present invention, an anionic functional group that forms a quaternary ammonium salt is provided.
- the amount is preferably 0.0006-0.275 mmol per lg of fiber, and the amount S of anionic functional group forming the antibacterial metal salt is preferably 0.006-0.275 mmol per lg of fiber. .
- the anionic functional group is preferably a carboxy group.
- the quaternary ammonium salt is at least one of cetylpyridinium salt and benzalkonium salt. In the antibacterial fiber of the present invention, it is particularly preferable that the quaternary ammonium salt is a cetylpyridinium salt.
- the antibacterial metal salt is preferably at least one of zinc salt, silver salt and copper salt.
- the antibacterial metal salt is a zinc salt.
- the fiber having an anionic functional group is preferably a carboxyalkylated cellulose fiber.
- the fiber having an anionic functional group is preferably a chemical fiber.
- the quaternary ammonium salt is at least one of cetylpyridinum salt and benzalkonium salt
- the antibacterial metal salt is zinc salt, silver salt or copper salt At least one of the above, and the fiber has a carboxy group It is preferably a fiber.
- an antibacterial fiber product comprising the antibacterial fiber of the present invention is provided.
- the antibacterial fiber product of the present invention is suitable for a skin contact fiber product. Furthermore, according to the present invention, a fiber product containing a fiber having an anionic functional group is contacted with (B1) an antibacterial metal-containing liquid to form an antibacterial metal salt in a part of the aionic functional group.
- a manufacturing method is provided.
- a method for regenerating an antibacterial fiber product of the present invention wherein an antibacterial fiber product after use is treated with a (CO) pretreatment step, (C1) contacting with an antibacterial metal-containing liquid to form an antibacterial metal salt on a part of the akyon functional group of the antibacterial fiber; and (C2) contacting with a quaternary ammonium compound containing liquid.
- a method for regenerating an antibacterial fiber product characterized by being subjected to a step of forming a quaternary ammonium salt on a part of an anionic functional group.
- the preliminary treatment step includes an acid treatment step and an alkali treatment step subsequent thereto.
- an antibacterial fiber product regenerated by the method for regenerating an antibacterial fiber product of the present invention.
- the antibacterial fiber of the present invention has a wide antibacterial spectrum and exhibits an excellent antibacterial effect, has an excellent antibacterial persistence, and further prevents skin irritation. Because it is excellent in degree, it prevents infection by microorganisms such as viruses, bacteria, fungi, etc. In order to maintain hygienic conditions such as, it can be used in the form of yarn, fabric (woven fabric, knitted fabric or non-woven fabric), or a textile product obtained by processing these.
- the antibacterial fiber product of the present invention is useful as a skin contact fiber product used in the medical field where hygiene is required, such as gauze, bandages, absorbent cotton, wound dressings, film dressings and bandages. Suitable for use as pads, supporters, sheets, wipes, surgical drapes, medical clothing, hats, masks, socks, stockings and the like.
- the used antibacterial fiber product can be easily regenerated, has an excellent antibacterial effect, and has excellent antibacterial effect sustainability. You can get a product.
- the antibacterial fiber of the present invention in the fiber having an anionic functional group, at least a part of the anionic functional group forms a quaternary ammonium salt, and at least another part of the anionic functional group. It is characterized by forming an antibacterial metal salt.
- the anionic functional group to be possessed by the antibacterial fiber of the present invention is not particularly limited as long as it is ionically dissociated to generate an anion.
- Specific examples thereof include a carboxy group, a sulfo group, and a hydroxy group. Groups and the like. Among these, a carboxy group is preferable.
- an anionic functional group may be a chemical compound such as a carboxy group of a carboxymethylated cellulose fiber derived from a cellulose fiber, even if the fiber originally has a carboxy group such as a carboxy group of a polyamide fiber or a polyester fiber. It may be introduced into the fiber by reaction.
- the antibacterial fiber of the present invention at least a part of the anionic functional group contained therein forms a quaternary ammonium salt! /.
- the quaternary ammonium salt is not particularly limited, preferred examples include cetylpyridinium salt, benzalkonium salt (benzyldimethyltetradecyl ammonium salt, benzyldimethylhexadecyl ammonium salt, etc.), benzethonium salt, Examples include dodecyl trimethyl ruammonium salt.
- cetylpyridinium salts and benzalkonium salts are preferred because cetylpyridinium salts are particularly effective because they have an antibacterial action that is difficult to detach from fibers with a wide antibacterial spectrum. preferable.
- the amount of the anionic catechol group forming the quaternary ammonium salt is preferably 0.0006 to 0.275 mmol per lg of silk yarn. 000 6-0.183 mmol is more preferable, and 0.006 to 0.092 mmol is particularly preferable.
- the amount of the anionic functional group forming the quaternary ammonium salt is within this range, the deterioration of the texture of the fibers can be suppressed, and an excellent antibacterial effect can be obtained without causing skin irritation.
- the anionic functional group forms a quaternary ammonium salt, and this quaternary ammonium salt is uniformly present on the fiber surface, so that the quaternary ammonium salt is present. Even if the amount of the salt is small, it exhibits sufficient antibacterial action and has antibacterial persistence because the quaternary ammonium salt is chemically bonded to the fiber via an anionic functional group. Therefore, the antimicrobial fiber of the present invention is economically advantageous.
- the inherent properties of the fiber are not impaired.
- antibacterial agent is a concept that includes “antibacterial groups” such as antibacterial metals and quaternary ammonium groups.
- the anionic functional group forms a quaternary ammonium salt, and at least another part of the anionic functional group is an antibacterial metal salt. Is forming.
- an antibacterial metal salt is formed! /
- the amount of the guanionic functional group is from 0.006 to 0.275 mmol per lg of fiber. That power ⁇ preferably, 0.0305 to 0.2 44 mmol is more preferable! / ,.
- the antibacterial fiber of the present invention has an excellent antibacterial effect without causing skin irritation, and is a skin contact material. You can maintain the texture!
- the antibacterial metal is not particularly limited as long as it can cause microbial destruction or growth inhibition, but zinc, particularly preferably zinc, silver or copper, is particularly preferable.
- anti- The form of the fungal metal salt may be a salt of an antibacterial metal alone or a salt of a compound containing an antibacterial metal such as a metal complex. Antibacterial fibers using zinc maintain their original color even after high-pressure steam sterilization and do not change color due to oxidation or sulfurization.
- the fiber constituting the antibacterial fiber of the present invention is not particularly limited as long as it has an anionic functional group.
- examples thereof include carboxyalkylated cellulose fiber, carboxy group-containing bur compound. It refers to the fibers having a carboxyl group such as cellulose fiber, polyamide fiber, wool (wool, animal hair, etc.), grafted with (acrylic acid, methacrylic acid, etc.) and silk.
- the fiber having a carboxy group a carboxyalkylated cellulose fiber, a cellulose fiber obtained by graft copolymerization with a carboxyl group-containing bull compound, or a polyamide fiber is particularly preferable.
- the carboxyalkylated cellulose fiber can be obtained by a conventionally known method.
- the cellulose fiber is brought into contact with an aqueous solution containing an alkali metal hydroxide and a carboxyalkylating agent.
- Cellulose fibers include natural cellulose fibers such as cotton; regenerated cellulose fibers such as viscose rayon fiber, polynosic fiber, copper ammonia rayon fiber, lyocell fiber, and modal fiber; semi-synthetic cellulose fibers such as acetate and triacetate! / It can be misaligned, it can be short fiber (stable) or long fiber (filament).
- the fiber used in the present invention is preferably a chemical fiber such as a regenerated fiber, a semi-synthetic fiber or a synthetic fiber capable of producing a long fiber (filament).
- a chemical fiber such as a regenerated fiber, a semi-synthetic fiber or a synthetic fiber capable of producing a long fiber (filament).
- these antibacterial fibers of the present invention are used as textile products for skin contact such as medical use, the short fibers do not fall out of the product when the fiber product is cut or used for a long time. It is preferable in terms of hygiene.
- alkali metal hydroxide used for carboxyalkylation examples include sodium hydroxide, potassium hydroxide, lithium hydroxide, rubidium hydroxide, cesium hydroxide and the like. Sodium hydroxide is preferably used. .
- carboxyalkylating agent used for the carboxyalkylation halogenocarboxylic acid or a salt thereof can be used, and monochloroacetic acid sodium salt is preferably used.
- alkali metal carboxyalkylation in which a hydrogen atom of a carboxy group is replaced with a metal such as an alkali metal is also included in the concept of carboxyalkylation.
- a fiber is preferred.
- the quaternary ammonium salt is at least one of cetylpyridinium salt and benzalconium salt
- the antibacterial metal salt is zinc salt, silver salt and Of the copper salts, at least one of! / And one of them is preferable
- the fiber is a fiber having a carboxy group.
- the quaternary ammonium salt is a cetylpyridinium salt
- the antibacterial metal salt is a zinc salt
- the fiber is a carboxyalkylated cellulose fiber.
- the structure is shown in Formula (I), taking as an example the case where the fiber is a carboxymethylcellulose fiber.
- n represents the number of repeating anhydroglucose units and is an integer of 50 to 10,000.
- a fiber having an anionic functional group at least a part of the anionic functional group forms a quaternary ammonium salt, and at least another part forms an antibacterial metal salt.
- the antibacterial fiber is characterized by having a fiber having an anionic functional group.
- (Al) a step of contacting an antibacterial metal-containing liquid to form an antibacterial metal salt in a part of the agionic functional group; and (A2) an anionic functional group in contact with a quaternary ammonium compound-containing liquid.
- the order of the step (A1) and the step (A2) may be any first.
- an aqueous solution of an antibacterial metal compound can be used as the antibacterial metal-containing liquid for forming the antibacterial metal salt.
- antibacterial metal compound examples include salts of an antibacterial metal such as sulfates, hydrochlorides, acetates, nitrates, hydroxides, and the like.
- the antibacterial metal is zinc, for example, the ability to use zinc sulfate, zinc chloride and zinc acetate.
- the antibacterial metal is copper
- copper sulfate copper chloride, copper hydroxide, copper hydroxide, and copper sulfate are preferred.
- the antibacterial metal is silver
- silver nitrate, silver sulfate, silver chloride and silver acetate which can use silver nitrate are preferred.
- the quaternary ammonium compound-containing liquid is not particularly limited, but an aqueous solution of a quaternary ammonium salt can be used.
- the antibacterial fiber of the present invention can be used in the form of a yarn or a fabric (woven fabric, knitted fabric or non-woven fabric) or a fiber product obtained by processing these.
- the antibacterial fiber of the present invention is a gauze, bandage, wound dressing, film dressing or adhesive bandage pad, supporter, bed sheet, wipe, surgical drape, medical, etc.
- Suitable as antibacterial textile products for skin contact such as clothing, hats, masks, socks, stockings, tights, and underwear.
- the antibacterial fiber of the present invention is used for preventing infection of influenza and other infectious diseases such as bird flu, swine flu, equine influenza, human flu, work clothes; cloth for barns, curtains, mats, or It is also useful for textile products such as air or liquid purification filters. Further, the antibacterial fiber of the present invention is effective when used antibacterial fiber products are collected, reused after being subjected to antibacterial treatment, regenerated and reused. Medical clothing and uniforms; Linens such as sheets and towels: Dust control products such as mops, cloths, dust mats, filters for air purifiers, and filters for air conditioning; It is suitable for using as.
- the antibacterial fiber product of the present invention comprises the antibacterial fiber of the present invention.
- the antibacterial fiber product of the present invention can be obtained by weaving, knitting or entanglement (compositing) the antibacterial fiber of the present invention into a fiber product.
- the antibacterial fiber product of the present invention includes a fiber product containing a fiber having an anionic functional group in contact with (B1) an antibacterial metal-containing liquid, and a part of the awionic functional group. And (B2) contacting a liquid containing a quaternary ammonium compound to form a quaternary ammonium salt on a part of the anionic functional group. Can also be obtained.
- the order of the step (B1) and the step (B2) may be any order.
- the specific method in the step (B1) and the step (B2) is the step in the method for producing an antibacterial fiber of the present invention. The same applies to (A1) and step (A2).
- the method for regenerating an antibacterial fiber product of the present invention comprises: (CO) a pretreatment process and an antibacterial fiber product after the pretreatment, (C1) containing an antibacterial metal.
- the preliminary treatment step is a preparation step for efficiently performing the antibacterial treatment of the antibacterial fiber product to be regenerated. Specifically, the process of removing dirt from textiles by washing, acid treatment The antibacterial metal or quaternary ammonium compound removal step, alkali treatment step, dehydration step and drying step can be mentioned.
- the pretreated antibacterial fiber product is contacted with (C1) an antibacterial metal-containing liquid to form an antibacterial metal salt in a part of the anionic functional group of the antibacterial fiber.
- (C2) a step of contacting a quaternary ammonium compound-containing solution to form a quaternary ammonium salt in a part of the akyonic functional group.
- step (C1) and the step (C2) is the same as the step (A1) and the step (A2) in the method for producing an antibacterial fiber of the present invention, respectively.
- the order of the steps (C1) and (C2) may be any first.
- the fourth class ammonium salt remains in the antibacterial fiber products subjected to reprocessing! It is also preferable to measure the amount of the antibacterial metal salt in advance.
- finishing process such as a drying process of the textile product or ironing may be added.
- an adsorbent for adsorbing dust is further added. It is preferable to add a process of attaching to the fibers constituting the antibacterial fiber product. The step of attaching the adsorbent is preferably performed at the same time as or after any of the steps (C1) and (C2).
- adsorbent a conventionally known one containing oil agent, surfactant, antibacterial agent, dye, etc. Can be used.
- Examples of the method for adsorbing the adsorbent to the fiber include a method in which the fiber product is brought into contact with the adsorbent emulsion.
- the antibacterial fiber product of the present invention a part of the quaternary ammonium salt or antibacterial metal salt as an antibacterial site introduced therein is ionic during use of the antibacterial fiber product. Although it is expected to be lost due to dissociation or the like, it is considered that the anionic functional group bonded to the fiber constituting the antibacterial fiber product is hardly detached from the fiber. Therefore, when the antibacterial fiber product of the present invention is regenerated, it is not necessary to introduce an anionic functional group, so that energy costs, reagent costs, etc. can be greatly reduced, and the antibacterial fiber product can be economically produced. Can be obtained.
- the antibacterial fiber product of the present invention may contain fibers other than the antibacterial fiber of the present invention as its constituent fibers.
- fibers other than the antibacterial fiber of the present invention include polyester fibers, polyolefin fibers, polyurethane fibers, polychlorinated bur fibers, polyvinylidene chloride fibers, vinylon fibers, polyoxymethylene fibers, glass fibers, and carbon fibers.
- the antibacterial fiber product of the present invention includes 40 to 100% by weight of cellulose fiber such as carboxyalkylated cellulose fiber and cellulose fiber graft copolymerized with a carboxy group-containing bull compound in its constituent fibers. It is preferably 60 to; more preferably 100% by weight. When the ratio of the cellulosic fibers is within the above range, it is possible to impart good water absorbency, hygroscopicity and touch to the fiber product formed from the fibers.
- the antibacterial fiber product of the present invention preferably has a water absorption of 150 to 2,000%.
- the antibacterial fiber product of the present invention preferably has a moisture absorption rate of 4 to 20%. If the water absorption rate and moisture absorption rate are within this range, liquids such as perspiration and exudate such as sweat are suitably absorbed for skin contact, and skin discomfort caused by stuffiness and excessive moisture is also present. It can be reduced appropriately.
- the antibacterial fiber product of the present invention preferably has a tensile strength of 0.5 to 500 N / 25 mm, and more preferably has a tensile strength of 3 to 400 N / 25 mm. Furthermore, the antibacterial fiber product of the present invention is preferably water-insoluble or water-insoluble.
- the antibacterial fiber product of the present invention which is water-insoluble or non-water-dispersible and further has a tensile strength in the above range, is applied to the skin for a long period of time to produce a large amount of secretion or exudate from the human body. Even if it is brought into contact with or repeatedly washed, the product form can be maintained without substantially disrupting the fiber structure.
- the fiber after using the antibacterial fiber product of the present invention having the above characteristics for a long period of time, even if the product is pulled or peeled for treatment of the affected part or replacement of the product, the fiber may be broken or It can be easily removed from the affected area without leaving a part of the fiber.
- This simple handling allows treatment in a short time, thus reducing the risk of infection associated with complicated procedures and preventing 27 fire infections caused by fibers that have collapsed or dropped. That power S.
- the antibacterial fiber product of the present invention is preferably white. This makes it easier to recognize exudation of body fluids and adhesion of dirt, etc., and there is a sense of cleanliness.
- the antibacterial fiber product of the present invention has a color difference (A E * ab) according to the L * a * b * color system before and after autoclaving, preferably 20 or less, more preferably 10 or less.
- a E * ab a color difference according to the L * a * b * color system before and after autoclaving, preferably 20 or less, more preferably 10 or less.
- the antibacterial agent is a cetylpyridinium group or a benzalkonium group
- a test piece having a dry weight of 0.5 g is collected from the bandages prepared in Examples and Comparative Examples. Immerse the specimen in 50 ml of 0.1N hydrochloric acid and leave it for 18 hours. This binds to the anionic functional group of the fiber and is eliminated by cetylpyridinium group or benzalkonium basic hydrochloric acid to form cetylpyridinium chloride or benzalkonium chloride. Then, the absorbance of this eluate (immersion solution) is measured using an absorptiometer (“UV16 50PC” manufactured by Shimadzu Corporation), and is separated from the fiber by hydrochloric acid to form a salt form of cetylpyridinium chloride or chloride.
- an absorptiometer (“UV16 50PC” manufactured by Shimadzu Corporation
- the amount of cetylpyridinium group or benzalkonium group bonded to the anionic functional group of the fiber is calculated by the following formula.
- Amount of cetylpyridinium chloride or benzalkonium chloride produced per lg of test specimen fiber A (mg / g)
- Amount of cetylpyridinium salt or benzalkonium salt per lg of test piece fiber B (m mo g
- the molecular weight of cetylpyridinium chloride is 358, and the molecular weight of benzalkonium chloride is 354.
- test piece having a dry weight of 0.5 g is collected from the bandages prepared in Examples and Comparative Examples. Place the test piece in an Erlenmeyer flask with a stopper, add 50 ml of 70% sulfuric acid, cap, and shake for at least 10 minutes as necessary to obtain a solution with the test piece dissolved. In the solution, the antibacterial metal that forms a salt with the anionic functional group of the fiber is detached by sulfuric acid.
- the absorbance of this solution was measured using an atomic absorption photometer (manufactured by Shimadzu Corporation, trade name “AA67 00F”), a holo force sword lamp (manufactured by Hamamatsu Photonics), and antibacterial desorbed from the fiber by sulfuric acid. Measure the concentration of soluble metal (elution concentration) (mg / 1).
- a calibration curve is prepared in advance using 213.9 nm as the measurement wavelength of zinc, 324.8 nm as the measurement wavelength of copper, and 328. lnm as the measurement wavelength of silver.
- the binding amount of zinc (atomic weight 65.39), copper (atomic weight 63.55) and silver (atomic weight 109.9) bound to the anionic functional group of the fiber is calculated from the following formula.
- test piece with a dry weight of 0.5 g is taken from the bandages prepared in the examples and comparative examples, and immersed in 50 ml of physiological saline (0.9% sodium chloride solution) for 1 hour.
- the absorbance of the immersion liquid was measured using an absorptiometer (trade name “UV1650PC” manufactured by Shimadzu Corporation), and the cetylpyridinium group or benzalkonium group detached from the fiber of the test piece with physiological saline.
- the amount of desorbed is determined by a method similar to the above-described method for measuring the “antibody binding amount”.
- the amount of cetylpyridinium group or benzalkonium group bound before immersing the test piece in physiological saline was determined by the same method as the above-mentioned method for measuring the amount of antibacterial agent bound. Obtained as g), the desorption rate is calculated by the following equation.
- Desorption rate (%) Desorption amount (mmol / g) / Initial binding amount (mmol / g)
- the test is performed using Pseudomonas aeruginosa in accordance with the method described in JIS Z 1902. From the bandages obtained in the Examples and Comparative Examples, 0.4 g of a test piece was cut out, 0.2 ml of a bacterial solution was dropped into the test piece, and the number of viable bacteria (pieces) immediately after dropping, and at 37 ° C, respectively, Measure the number of viable bacteria (cells) after standing for 20 minutes, 40 minutes, 60 minutes and 240 minutes, and calculate the rate of Pseudomonas aeruginosa reduction for each standing time using the following formula.
- wash the bandages obtained in the examples and comparative examples 5 times (washing conditions are set using a washing machine. According to the program, rinse twice, dehydrate for 6 minutes, and do not use detergent. ). Cut 0.4 g of test piece from the bandage after washing, drop 0.2 ml of Staphylococcus aureus fungus on the test piece, measure the number of viable bacteria after standing at 37 ° C for 1 minute, and use the following formula: Calculate the reduction rate of Staphylococcus aureus for each standing time.
- test pieces each having a width of 25 mm and a length of 200 mm are taken in the longitudinal and lateral directions of the cloth.
- the test piece is attached to the grip part of a tensile tester (manufactured by Shimadzu Corporation, trade name “Autograph AG I”, load cell 50N) with a grip interval of 100 ⁇ lm m, and the test piece is cut at a pulling speed of 100 mm / min. Apply load until Find the maximum load at that time. Repeat the measurement 5 times, and use the average value as the tensile strength (N / 25 mm). Tensile strength is measured in the longitudinal and transverse directions, respectively.
- the longitudinal direction refers to a direction parallel to the bandage manufacturing direction, that is, a so-called longitudinal direction
- the lateral direction refers to a direction orthogonal to the longitudinal direction
- Test pieces of 5 cm ⁇ 5 cm cut out from the bandages obtained in Examples and Comparative Examples are dried at 105 ° C. for 2 hours, and the weight (dry weight) is measured.
- the water absorption rate (%) is calculated by the following formula.
- Test pieces of 5 cm ⁇ 5 cm cut out from the bandages obtained in Examples and Comparative Examples are dried at 105 ° C. for 2 hours, and the weight (dry weight) is measured. Then, the specimen is absorbed for 12 hours in an environment of 40 ° C and 90% humidity. The weight after moisture absorption (weight after moisture absorption) is measured, and the moisture absorption rate (%) is calculated by the following formula.
- Moisture absorption (%) [(weight after moisture, dry weight) / dry weight] X 100
- AL * is the difference between the L * values of the specimen before and after sterilization
- ⁇ & * is the difference between the a * values of the specimen before and after sterilization
- a b * is before the sterilization Is the difference between the b * value of the specimen after sterilization
- a bandage made of spunbond nonwoven fabric made from continuous fiber of copper ammonia rayon is immersed in an aqueous solution in which sodium acetate sodium acetate and sodium hydroxide are dissolved, then dehydrated at an appropriate dehydration rate, and dried until it is completely dry. Then, a part of the hydroxyl group of the cellulose fiber is subsequently immersed in an aqueous solution in which zinc sulfate heptahydrate, acetic acid and sodium acetate are dissolved to neutralize the bandage, and at the same time, the sodium carboxymethyl group is converted to zinc carboxymethyl. Converted to til group. Thereafter, the remaining zinc sulfate, acetic acid and sodium acetate were removed by washing with water, followed by drying to obtain a bandage in which a part of the hydroxyl groups of the cellulose fiber was zinc-carboxymethylated.
- Carboxy group (carboxyalkylated cellulose) bonded to cellulose fiber in the same manner as in Example 1 except that a non-woven fabric made of lyocell fiber is used instead of the copper ammonia rayon nonwoven fabric, and silver nitrate is used instead of zinc sulfate heptahydrate.
- a bandage was obtained in which part of the carboxy group of the fiber was silver 'carboxymethylated and the other part was cetylpyridinium carboxymethylated. Each characteristic was evaluated about this bandage. The results are shown in Table 1.
- a sheet-shaped dressing made of plain knitting using polyamide fiber (nylon 66) is immersed in an aqueous solution containing zinc sulfate heptahydrate and sodium hydroxide for 30 minutes, and zinc is added to the carboxy group of the polyamide fiber. Were combined. Thereafter, the remaining zinc sulfate and sodium hydroxide were removed by washing with water.
- a part of the carboxy group (carboxy group of carboxyalkylated cellulose fiber) bonded to the cellulose fiber is zinc salt as in Example 1, except that a knitted fabric made from cotton yarn is used instead of the copper ammonia rayon nonwoven fabric. And a bandage with the other part forming cetylpyridinium salt. Each characteristic was evaluated about this bandage. The results are shown in Table 1.
- a part of the carboxy group (carboxy group of carboxyalkylated cellulose fiber) bonded to the cellulose fiber is zinc salt as in Example 1, except that a knitted fabric made from cotton yarn is used instead of the copper ammonia rayon nonwoven fabric. And a bandage with the other part forming cetylpyridinium salt.
- the binding amount of the antibacterial agent per lg fiber of this dressing was 0 ⁇ 0151 mmol / g for the cetylpyridinium salt and 0.1072 mmol / g for the zinc salt.
- this bandage was treated with 1N hydrochloric acid to replace zinc and cetylpyridinium bonded to the carboxy group with hydrogen atoms, and zinc carbonate and cetylpyridinid bonded to cellulose fibers.
- the um salt was converted to a carboxy group.
- the bandage is then treated with 0.1N sodium hydroxide to replace the hydrogen atom of the carboxy group with a sodium atom and convert the carboxy group bonded to the cellulose fiber to a sodium salt. It was.
- this bandage was sequentially treated with an aqueous zinc sulfate solution and an aqueous cetylpyridinium chloride solution to again form a zinc salt and a cetylpyridinium salt at the carboxy group.
- the binding amount of the antibacterial agent per lg of the bandage thus reprocessed with the antibacterial agent was 0.0190 mmol / g for cetyl pididinium salt, and 0.091 mmol for subboil and salt.
- a sheet-like dressing made of the same copper ammonia rayon nonwoven fabric as in Example 1 After immersing a sheet-like dressing made of the same copper ammonia rayon nonwoven fabric as in Example 1 in an aqueous solution in which monochrome sodium acetate and sodium hydroxide are dissolved, it is dehydrated at an appropriate dehydration rate and dried until it is completely dry. Subsequently, the bandage is immersed in an aqueous solution in which acetic acid and sodium acetate are dissolved, neutralized, subsequently washed with water and dried, so that part of the hydroxyl groups of the cellulose fiber is sodium carboxymethylated. Got.
- a sheet-like bandage made of the same cotton knitted fabric as in Example 6 was immersed in an aqueous solution of cetylpyridinium chloride having the same concentration as that used in Example 1, and reacted at 60 ° C for 1 hour. A portion was adsorbed with cetylpyridinium chloride. Thereafter, it was washed with water and dried to obtain a bandage in which cetylpyridinium chloride was adsorbed on a part of cellulose fiber. About this bandage Each characteristic was evaluated. The results are shown in Table 1.
- a part of the carboxy group (carboxy group of carboxyalkylated cellulose fiber) bonded to the cellulose fiber forms a zinc salt in the same manner as in Example 1 except that the treatment with cetylpyridinium chloride is not performed. Got a bandage. Each property was evaluated for this bandage. The results are shown in Table 1.
- the antibacterial fiber of the present invention in which a part of the anionic functional group (carboxy group) forms a quaternary ammonium salt and the other part forms an antibacterial metal salt (Example 1).
- ⁇ 6 is synergistically higher antibacterial than the case where the anionic functional group (carboxy group) forms only quaternary ammonium salts and forms only antibacterial metal salts. It has an effect, and is particularly excellent in immediate antibacterial effect (antibacterial effect within 60 minutes).
- the antibacterial fiber of the present invention exhibits a good antibacterial effect even after washing and is excellent in antibacterial durability.
- the antibacterial fiber having a cetylpyridinium group can be expected to have a continuous antibacterial action even when it comes into contact with sweat.
- the antibacterial fiber product of the present invention can recover its excellent antibacterial properties by regeneration treatment (Example 7).
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- Hematology (AREA)
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- General Chemical & Material Sciences (AREA)
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Abstract
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP07807625A EP1925719B1 (fr) | 2006-09-21 | 2007-09-20 | Fibre antibactérienne, procédé de fabrication de la fibre, produit fibreux antibactérien comprenant la fibre antibactérienne, procédé de fabrication du produit, et procédé de regeneration du produit |
JP2007555362A JP4915530B2 (ja) | 2006-09-21 | 2007-09-20 | 抗菌性繊維及びその製造方法並びに抗菌性繊維を含有してなる抗菌性繊維製品、その製造方法及び再生方法 |
CN2007800007070A CN101331263B (zh) | 2006-09-21 | 2007-09-20 | 抗菌性纤维及其制造方法以及含有抗菌性纤维而形成的抗菌性纤维制品、其制造方法以及再生方法 |
US11/995,769 US7858106B2 (en) | 2006-09-21 | 2007-09-20 | Antimicrobial fiber and its production method, and antimicrobial fiber product comprising the antimicrobial fiber, its production method and regeneration method |
Applications Claiming Priority (2)
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JP2006-255769 | 2006-09-21 | ||
JP2006255769 | 2006-09-21 |
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WO2008035734A1 true WO2008035734A1 (fr) | 2008-03-27 |
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PCT/JP2007/068261 WO2008035734A1 (fr) | 2006-09-21 | 2007-09-20 | Fibre antibactérienne, procédé de fabrication de la fibre, produit fibreux antibactérien comprenant la fibre antibactérienne, procédé de fabrication du produit, et procédé de reproduction du produit |
Country Status (6)
Country | Link |
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US (1) | US7858106B2 (fr) |
EP (1) | EP1925719B1 (fr) |
JP (1) | JP4915530B2 (fr) |
KR (1) | KR101004280B1 (fr) |
CN (1) | CN101331263B (fr) |
WO (1) | WO2008035734A1 (fr) |
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- 2007-09-20 CN CN2007800007070A patent/CN101331263B/zh not_active Expired - Fee Related
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Cited By (14)
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US10493101B2 (en) | 2005-12-14 | 2019-12-03 | Convatec Technologies Inc. | Antimicrobial composition |
US11135315B2 (en) | 2010-11-30 | 2021-10-05 | Convatec Technologies Inc. | Composition for detecting biofilms on viable tissues |
US11286601B2 (en) | 2012-12-20 | 2022-03-29 | Convatec Technologies, Inc. | Processing of chemically modified cellulosic fibres |
JP2016519966A (ja) * | 2013-05-15 | 2016-07-11 | コンバテック・テクノロジーズ・インコーポレイテッドConvatec Technologies Inc | 抗菌組成物を含む創傷被覆材 |
JP2019076785A (ja) * | 2013-05-15 | 2019-05-23 | コンバテック・テクノロジーズ・インコーポレイテッドConvatec Technologies Inc | 抗菌組成物を含む創傷被覆材 |
JP2015047202A (ja) * | 2013-08-30 | 2015-03-16 | 株式会社Nbcメッシュテック | 創傷部感染防止用部材 |
WO2016009928A1 (fr) * | 2014-07-18 | 2016-01-21 | 大阪化成株式会社 | Procédé de production d'article traité antiviral et article traité antiviral produit ainsi |
JPWO2016009928A1 (ja) * | 2014-07-18 | 2017-04-27 | 大阪化成株式会社 | 抗ウイルス加工製品の製法およびそれによって得られる抗ウイルス加工製品 |
US10563347B2 (en) | 2014-09-18 | 2020-02-18 | Osaka Kasei Co., Ltd. | Antibacterial/antifungal finished product production method, and antibacterial/antifungal finished product produced by the method |
JP2016079525A (ja) * | 2014-10-15 | 2016-05-16 | ユニ・チャーム株式会社 | 使用済み衛生用品からリサイクルパルプを製造する方法 |
JP2017128840A (ja) * | 2017-03-30 | 2017-07-27 | ユニ・チャーム株式会社 | リサイクルパルプ、ティッシュ、不織布および衛生用品 |
JP2017193819A (ja) * | 2017-07-20 | 2017-10-26 | ユニ・チャーム株式会社 | 使用済み衛生用品からリサイクルパルプを製造する方法 |
JP2021028342A (ja) * | 2020-11-26 | 2021-02-25 | ダイワボウホールディングス株式会社 | 抗菌及び抗ウイルス加工剤及びそれによる加工品 |
JP7259150B2 (ja) | 2020-11-26 | 2023-04-18 | 大和紡績株式会社 | 抗菌及び抗ウイルス加工剤及びそれによる加工品 |
Also Published As
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KR101004280B1 (ko) | 2011-01-03 |
KR20080049005A (ko) | 2008-06-03 |
JPWO2008035734A1 (ja) | 2010-01-28 |
EP1925719A4 (fr) | 2008-10-22 |
US7858106B2 (en) | 2010-12-28 |
CN101331263B (zh) | 2011-11-02 |
EP1925719B1 (fr) | 2011-11-09 |
EP1925719A1 (fr) | 2008-05-28 |
CN101331263A (zh) | 2008-12-24 |
JP4915530B2 (ja) | 2012-04-11 |
US20100113537A1 (en) | 2010-05-06 |
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